Diisopropylethylamine → N-(3-(2-Fluorobenzyl)-3-(methoxymethyl)piperidin-1-yl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide

HRID 530887ノート

反応式

HRID 530887 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[NH:9][N:10]([C:20]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:11]3[C:16]=2[CH2:15][C:14]([C:17]([OH:19])=O)=[CH:13][CH:12]=3)[CH:5]=[CH:4][N:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:63][C:64]1[CH:80]=[CH:79][CH:78]=[CH:77][C:65]=1[CH2:66][C:67]1([CH2:74][O:75][CH3:76])[CH2:72][CH2:71][CH2:70][N:69]([NH2:73])[CH2:68]1.C(N(C(C)C)CC)(C)C>CN(C)C=O>[F:63][C:64]1[CH:80]=[CH:79][CH:78]=[CH:77][C:65]=1[CH2:66][C:67]1([CH2:74][O:75][CH3:76])[CH2:72][CH2:71][CH2:70][N:69]([NH:73][C:17]([C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[N:10]([C:20]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[N:9]=[C:8]3[C:6]2[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[CH:7]=2)=[O:19])[CH2:68]1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 679831693-(2-Fluorobenzyl)-3-(methoxymethyl)piperidin-1-amineHCID 866982503-(2-methylpyridin-4-yl)-1-trityl-4H-indazole-5-carboxylic acid

生成物 1

HCID 68074196N-(3-(2-Fluorobenzyl)-3-(methoxymethyl)piperidin-1-yl)-3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In a flask, 3-(2-methylpyridin-4-yl)-1-trityl-4H-indazole-5-carboxylic acid (271 mg, 0.546 mmol), HATU (256 mg, 0.67 mmol) and 3-(2-fluorobenzyl)-3-(methoxymethyl)piperidin-1-amine (122 mg, 0.42 mmol) was dissolved in dimethylformamide (2 mL). Diisopropylethylamine (0.366 mL, 2.1 mmol) was added to the reaction. The reaction was allowed to stir for an additional 1 h. Upon completion, the reaction was quenched with water (10 mL). The water layer was extracted with ethyl acetate (20 mL) three times. The organic fractions were combined, dried with sodium sulfate, and concentrated to yield the crude product. The crude product was progressed to the next step without further purification.

後処理

  1. customUpon completion, the reaction was quenched with water (10 mL)
  2. extractionThe water layer was extracted with ethyl acetate (20 mL) three times
  3. dry with materialdried with sodium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-7084a62d51b8425c849ab46b990b1ffd
出典データセット
uspto-grants-2016_05
特許番号
US09351965B2

反応ノート

読み込み中…